With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.
Finely powdered (CH3CN)2PdCl2 (259 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and 2-benzylpyridine (170 muL, 178 mg, 1.05 mmol) was added. The solution was heated to 8O0C for 5 min and finely powdered K2CO3 (691 mg, 5.00 mmol) was added. The stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IPrHCl (467 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2CI2, CH2CI2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (1:1, vol/vol, 150 mL) and the solvents were evaporated. The products triturated with hexanes (25 mL). After drying in high vacuum, 2-PhPy] (464 mg, 66%) was obtained as yellow solid. 1H NMR (CDCl3, 400 MHz) delta:8.80 (d, J= 0.8 Hz, IH)5 7.56 (broad m, IH), 7.42 (broad m5 4H), 7.20 (s, 2H)5 7.07 (d, J = 7.6, 2H)5 7.01 (broad m, IH)5 6.89 (t, J= 6.8 Hz5 IH)5 6.74-6.68 (m, 3H)5 6.61 (m5 IH)5 3.79-3.76 (broad m, 2H), 3.37 (broad m, 3H), 2.37 (broad m, IH), 1.64 (broad S5 3H), 1.54 (broad s 3H), 1.30 (broad s, 3H), 1.22 (broad s, 3H)5 1.00 (broad s, 3H)5 0.95 (broad S5 3H)5 0.42 (broad s, 3H). 13C NMR (CDCl3, 100 MHz) delta: 176.I5 159.4, 153.2, 150.1, 149.6, 148.2 (broad), 147.5 (broad), 145.4 (broad), 140.2, 137.3, 136.5 (broad), 136.0 (broad), 130.0 (broad), 129.4 (broad), 125.7, 125.2 (broad), 125.O5 124.6 (broad), 124.2 (broad), 123.6 (broad), 123.0 (broad), 122.3, 121.1, 49.2, 28.9, 28.8, 26.7, 26.3, 24.0, 23.2.
250285-32-6, As the paragraph descriping shows that 250285-32-6 is playing an increasingly important role.
Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare